High School Archives — Page 542 of 805 — NSFW story

Remembering [m]y sister (back story) [f] [mf] [incest]

Disclaimer: I originally posted this in 10 parts in the incest subreddit about a year ago before they recently quarantined that group. I wanted to re-read it as it brings back so much memories (She passed away about 2 years ago). But my posts were gone after that group was scrubbed. I was luckily able to re-find it through some internet forensics though. So I’m going to take a stab at reposting it here, maybe keeping it more accessible to myself through a live subreddit. even though it’s probably against the rules. But fuck it, it’s worth a shot! I’m keeping my original introductions/rambling intact from those old posts. Thanks for indulging me.

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(Note: I took some liberties with dialogue, etc to make it a better read. That and it was 20 years ago! And I’ve always ripped on my sister for having an “old lady name” so I guess it would be funny if I call her “Ethel” in this story. I sincerely hope none of you have a Grandma Ethel.) Read more »

The time my fwb/ex convinced her friend that I would be a great judge for a BJ contest [MF][Cheating]

Dear Penthouse Letters…

Ok well honestly I’m a little too young to get that reference but still old enough to read a ton of erotica that started with it, satirical or not. Either way, the following is true, no I can’t prove it… I was a good Christian kid who’s dad had found his porn stash one too many times so I stopped keeping evidence.

This story is about Anders, and how she somehow convinced me to judge a Blowjob contest while I was dating neither of the contestants. Anders was the type of girl who was able to charm their way past just about anyone. When I first met her I was your typical quiet Christian cult member. (Think Mormon, but we called ourselves “non-denominational”) I’d been porn free for almost a year, I denied the deep seeded perversion growing within me, and there was no way I was going to get married without my virginity intact. Anders had different ideas. Within a year of meeting she was my first girlfriend. She spent the whole first date innocently grinding on my lap, the second date she didn’t stop until I’d accidentally came. A date later she my first hand job, within a few weeks my first BJ was surpassed… hell within the year we dated she was everything except my first PiV, but due to the emotional attachment I still consider her as the one I lost my virginity too. Read more »

[M] [Ff] [incest] [stepcest] The Pastor’s family

They say military recruiters will stop at nothing to get a promising young candidate to sign on the line. Jack had just finished high school and married his sweetheart Leah. While he signed on the line, she found out she was pregnant. “We won’t deploy for at least 2 years”, Jack was told. And then, 6 months later, he was on his way to Afghanistan. “But.. but the recruiter told me…” he tried to retort. “They lie all the time” his commander told him, almost laughing at him.

That was the last time Leah saw him. Not two weeks in, a sudden Taliban attack left him dead, one of the very first casualties of that war. Leah gave birth to a beautiful baby girl, Nicole, and set out to raise her a single mom, old enough to be a widow, and yet too young to drink a beer.

Leah lived alone with Nicole, for years. And yet she was the town’s darling. In rural America, a story of old fashioned values and military honor can curry favor like nothing else. And Leah had it all. The young beautiful and yet pure widow, never a rumor to sully her image, and little Nicole, the sweetest cutest bubbliest friendliest child that Sundance, Wyoming had ever met. Read more »

Every hero has an origin story [M] [MF] [Oral] [Handjob]

My beginnings as a secretive closet freak / slut had its impetus of around 6th grade. Girls were beginning to turn into older girls and curves, and my thoughts turned from video games and cartoons to that of girls. I noticed them, but particularly didn’t notice me. I was socially awkward, not as physically developed and goofy. This pretty much stayed this way until after high school, when I went off to college.

Around 13-14 years old however, I noticed that my grandmother had these clothing magazines that included women’s underwear. I helped bring in her mail and I began to sneak the clothing magazines to the bathroom and use that for ‘reading material’. While fascinated by them, I didn’t necessarily use them for spank bank material until I had taken a jacuzzi bath by myself and discovered the jets for my own pleasure. It was my first orgasm I have ever had, and quite intense…the jets blowing bubbles around and brought me to a mind blowing orgasm. I started using the jacuzzi more often as well as the magazines, combining the two to make it more memorable. Read more »

Fun time with a [FF]riend.

I’m incredibly happily married, and have been for many years. I discovered in my mid-to-late twenties that I was bisexual (despite making out with just as many girls as boys in high school). I settled down with my guy early on in college and life and amazing sex transpired.

I’ve always had a flirty relationship with a close female friend, and a year or so ago it turned physical. My husband was well aware and totally okay with it, and still is to this day. Each time she and I (let’s call her Sam) get together, I fill my guy in, and it fuels our sex even more for a few days. Our last session was so amazing I need to detail it.

After an outing, we came back to my place to catch up. I’m a stoner, so I was taking a few hits while she had some gin. We talked for a long time – we hadn’t seen each other in a bit – and after sitting on the couch we leaned in and began kissing. Read more »

My first time with a tgirl [MT]

This happened over 10 years ago after I had dropped out of college and was trying to “find myself” so the details are hazy, but I wanted to share it because I still think about it to this day. I still jerk off thinking about how hot it was.

Some backstory… I grew up in a pretty big city (I won’t tell you which one). After high school, I went to a state college that was about 3 miles away from where I grew up (I wanted to be a teacher… I didn’t become one, but that’s a different story) and my dad died suddenly when I was 21. He was diagnosed with cancer and the doctors said he had a really high survival chance but he was one of those weird cases where he suddenly died about two weeks after the diagnosis for what seemed like no reason. I’d gotten about $30,000 from his will when he died and just didn’t feel like working or going to school. I was really lost. Read more »

On Her Own, Part 1 [MF]

Lily was only 19, and new to the city. She had been one of the best students in her class, but she never had the chance to apply for colleges. Her father had passed on when she was only 7; her mother struggled with cancer for years. Lily learned to take care of her mother, and eventually got a job at a cafe when she was a senior in high school. Her mother’s disability checks, her father’s life insurance, and this meager income were hardly enough in the face of mammoth hospital bills and the cost of living for two people. After she graduated from high school, she had no hope of leaving her mother to go to college. She took on as many extra hours at the cafe as they’d give her, and spent the rest of her time looking after her mother.

When her mother died last year, she couldn’t afford to stay at the small rural house she’d grown up in. She found an apartment within easy walking distance from the cafe where she worked. She kept her car, but tried not to drive it much; gas and maintenance were expensive on her budget. She still got monthly payouts from her parents’ insurance, otherwise she couldn’t even afford the apartment. She had wanted to find a roommate, but she didn’t really have any friends. She hadn’t had time for fun, only school and work and tending to her mother. Read more »

That time BLACKED got me laid with my high school crush [mf]

For a bit of backstory: I am a black guy from a suburban white town. Growing up, my family was one of only a few black families in the neighborhood. I had the reputation for being athletic and was probably the best looking black guy in my school. I was pretty popular and from an early age but nothing to write home about. I always had a lowkey crush on this girl named Sarah. She was beautiful and had the best body I’ve ever seen. She resembled Taylor Swift both in looks and in personality. She had a slim figure, long sexy legs, with a beautiful ass. All the guys had crushes on her. She had an “untouchable” kind of vibe to her that made it seem as if no guy was ever worthy of her. She was always well dressed and seemed care-free.

Family vacation [MF][inc][preg]

Nothing had seemed out of order at first, you took a family vacation every few years, this time your sister had insisted on traveling to France pretty late in the season, sure it was usually more than just you and your sister going, but nothing seemed really out of order.

Admittedly the ‘talks’ probably should have tipped you off sooner. Questions about how active your sex life was, if you were making sure to practice safe sex, if you had caught any STDs, all stuff she usually preferred not to know about. She had also told you to pack for fun but also specifically that you shouldn’t pack any condoms since you wouldn’t have time to go hunting for French girls.

Or maybe the fact that she clung pretty tightly to your arm at the airport, and spent most of the flight sleeping on your shoulder with one hand on your thigh, But truth be told you just figured that she needed some time away from her big empty apartment, she had had it a bit rough since her longtime boyfriend left her for a mutual friend of theirs. Read more »